title: Synthesis of fungal glycolipid asperamide B and investigation of its ability to stimulate natural killer T cells.
abstract: The relationship between mold and asthma has been recognized for decades, but the molecular triggers of asthma generated by molds have not been fully elucidated. A glycolipid generated by Aspergillus species has recently been identified that triggers airway hyperreactivity via natural killer T cell activation. The synthesis of this glycolipid and structural variants designed to allow identification of the features of this glycolipid required for recognition by natural killer T cells is described.
authors.affiliation: Department of Chemistry and Biochemistry, Brigham Young University , Provo, Utah 84602, United States, and Division of Immunology and Allergy, Children's Hospital, Harvard Medical School , Boston, Massachusetts 02115, United States.
authors.forename: Vinod
authors.initials: V
authors.lastname: Chaudhary
authors.forename: Lee A
authors.initials: LA
authors.lastname: Albacker
authors.forename: Shenglou
authors.initials: S
authors.lastname: Deng
authors.forename: Ya-Ting
authors.initials: YT
authors.lastname: Chuang
authors.forename: Yubo
authors.initials: Y
authors.lastname: Li
authors.forename: Dale T
authors.initials: DT
authors.lastname: Umetsu
authors.forename: Paul B
authors.initials: PB
authors.lastname: Savage
mesh_terms: D000818:Animals; D001230:Aspergillus / Q000737:chemistry*; D003713:Dendritic Cells / Q000187:drug effects; D004305:Dose-Response Relationship, Drug; D004797:Enzyme-Linked Immunosorbent Assay; D007371:Interferon-gamma / Q000032:analysis; D015847:Interleukin-4 / Q000032:analysis; D051379:Mice; D008968:Molecular Conformation; D055611:Natural Killer T-Cells / Q000187:drug effects*; D013107:Sphingolipids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: C524749:1-O-beta-D-glucopyranosyl-(2S,2'R,3R,3'E,4E,8E)-N-(2'-hydroxy-3'-hexadecenoyl)-9-methyl-4,8-icosadien-1,3-diol; D013107:Sphingolipids; D015847:Interleukin-4; D007371:Interferon-gamma